反应详情

At −40° C., vinylmagnesium bromide (300 mL of 1.0M solution in THF, 300 mmol) was added dropwise to a solution of 3-nitro-4-fluoro-bromobenzene (22 g, 100 mmol) in THF (700 mL). After 1 h at −40° C., the mixture was quenched by aqueous NH4Cl solution and extracted by EtOAc. The organic layer was dried over Na2SO4 and concentrated to give the crude product which was purified by silica gel column chromatography affording 4-bromo-7-fluoro-1H-indole (5 g, 23.3%).

1. customthe mixture was quenched by aqueous NH4Cl solution
2. extractionextracted by EtOAc
3. dry with materialThe organic layer was dried over Na2SO4
4. concentrationconcentrated
5. customto give the crude product which
6. customwas purified by silica gel column chromatography